Executive Assistant

About the Executive Assistant Position at Boldly

Are you a dynamic, caring, and ridiculously talented Executive Assistant looking to work remotely while making a difference for the executive(s) you support? Boldly is seeking full-time employees to provide top-notch administrative support to established Fortune 500 companies, non-profits, senior-level executives, and successful business owners. This role is 100% remote, a core operational aspect for Boldly since day one, offering flexibility without night or weekend work. You will have the opportunity to choose clients aligning with your preferences and organizational values, fostering long-term, rewarding partnerships.

As an Executive Assistant, your work will be 100% remote and flexible, requiring 40 hours a week during business hours.

Key Responsibilities

• Maintaining appointment schedules and calendars.
• Planning and scheduling meetings, conferences, and travel.
• Making travel arrangements, including flight and hotel bookings.
• Maximizing executive time by managing correspondence: reading, researching, routing; drafting letters and documents; collecting and analyzing information; initiating phone calls.
• Managing multiple email inboxes for executives.
• Managing expenses.
• Providing customer/supplier support.
• Other executive administrative responsibilities as needed.

About You

You possess at least 7 years of direct experience serving in a senior administrative support position, specifically as an Executive Assistant, working in a fast-paced environment supporting multiple high-level executives. Your priority is to join a fully remote company that champions workplace flexibility and a culture of respect, kindness, and transparency. You are a team player with excellent communication skills, a positive outlook, and a deep commitment to helping others succeed. You take immense pride in your work, demonstrating a proactive, dynamic, flexible, tech-savvy, results-oriented, and detail-oriented approach—all while maintaining a positive demeanor!

Required Skills and Experience

• A minimum of 7 years of direct hands-on experience as an Executive Assistant or Senior Administrative Assistant supporting one or more executives (general admin experience as part of another role will not qualify).
• Advanced knowledge of online software such as Google Workspace, Office 365, Zoom, and other popular productivity tools.
• Ability to multitask with ease and prioritize work as needed.
• Highly organized with excellent time management skills.
• Ability to learn new tools quickly.
• Excellent interpersonal communication.
• Strong writing skills.
• Ability to work independently and under the pressure of deadlines.
• Solution driven!

Benefits for Full-Time Employees

• W2 employment status.
• Medical, dental, vision, and life insurance, with 100% of the premium paid by Boldly.
• 401k with employer match.
• Paid time off, including vacation/sick leave.
• Paid holidays.
• Paid parental leave.
• Technology stipend.
• Ongoing mentoring and support from your Boldly Team Leader.

Compensation

The pay range for this full-time position is $27-$31 per hour, with starting pay based on location:

• California & New York: $29 per hour
• Washington, New Jersey, Colorado, & Massachusetts: $28 per hour
• All other locations: $27 per hour

About Our Culture

Boldly believes in rewarding careers that harmoniously integrate with personal responsibilities and life choices. Our diverse team includes parents, military spouses, caregivers, and individuals whose unique situations benefit greatly from remote, flexible work. We prioritize a thriving company culture centered on belonging, respect, kindness, and transparency. As a woman-owned business, we are dedicated to maintaining a diverse, equitable, and inclusive workplace. Since our inception in 2012, we have been established experts in leading and succeeding in a remote environment.

Boldly is proudly certified as a Great Place to Work for 5 consecutive years and recognized by Fortune Magazine, Entrepreneur Magazine, Color Magazine, Military Friendly, and FlexJobs as a top employer committed to flexibility and inclusion. We are also accredited by Flexa as a truly flexible employer.

Please note: A minimum of 7 years of Executive Assistant experience is a strict qualification. An up-to-date LinkedIn Profile is required for all applicants. Boldly actively supports military spouses, recognizing their unique circumstances, and encourages them to highlight relevant diverse experience in their detailed resumes.

Key skills/competency

• Executive Support
• Calendar Management
• Travel Coordination
• Correspondence Management
• Expense Management
• Google Workspace
• Office 365
• Zoom
• Time Management
• Proactive Communication